Benzenesulfonyl chloride → Heptanoic acid, 7-benzenesulfonylamino

HRID 358608

Reaktionsgleichung

Reaktionsgleichung von HRID 358608
[C:1]1([S:7](Cl)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][C:18]([OH:20])=[O:19]>[OH-].[Na+]>[C:1]1([S:7]([NH:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][C:18]([OH:20])=[O:19])(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Komponenten

4

Edukt 2

HCID 7369Benzenesulfonyl chlorideHCID 135807-Aminoheptanoic acid

Produkt 1

HCID 3130882Heptanoic acid, 7-benzenesulfonylaminoAusbeute 38 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 14798Sodium HydroxideLösungsmittel

Versuchsvorschrift

Benzenesulphonyl chloride (7 mmol) was added to a solution of 7-aminoheptanoic acid (7 mmol) in 10% sodium hydroxide solution (10 ml). The mixture was stirred at room temperature for 3 hours. The pH was adjusted to 1 with 2NHCl and the solution was extracted with chloroform (3×100 ml). The chloroform extracts were dried over magnesium sulphate, the solvent was removed and the residue was recrystallised from methanol-water to give 7-(benzenesulphonamido)heptanoic acid (0.75 g, 38%); m.p. 75°-77° C.

Aufarbeitung

  1. extractionwas extracted with chloroform (3×100 ml)
  2. dry with materialThe chloroform extracts were dried over magnesium sulphate
  3. customthe solvent was removed
  4. customthe residue was recrystallised from methanol-water

Quellen und Nachweise

ORD-Eintrag
ord-80ad88711e164b3694636f2190f9865f
Quelldatensatz
uspto-grants-1991_03
Patentnummer
US04997847

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